Advanced Heterocyclic Branched Semiconducting Units - Highly Efficient Synthesis and Physicochemical Characteristic

Jadwiga      Soloducho; Joanna      Cabaj; Kamila      Olech; Przemyslaw      Data; Mieczyslaw      Lapkowski

doi:10.2174/1385272811317030009

Abstract

Organic semiconducting materials have been a subject of intensive studies recently, fueled by both academic interest and a series of potential technological applications. Their molecular structure characterized by extended π-electron systems can be easily tuned by chemical substitution. The most promising organic semiconducting materials combine a number of critical properties, including processiblity, stability, conjugation length, band gap energy, and charge mobility.

Heterocycle rings-containing polymers comprise a huge class of organic materials that have received considerable interest due to their significant electrical, electrochemical and optical properties. In this review, the recent advances on the use of cross-coupling reactions for the synthesis of heterocyclic, conjugated monomers and polymers for the potential optoelectronic applications are summarized. Some correlations between semiconducting parameters and molecular structure of the organic compounds are discussed. This review focuses on synthesis, polymerization, structures, properties and application of branched symmetric arylenes, which are of interest because of their viewpoint as material for environmental diagnostic devices. Synthesis of the symmetric heteroarylenes were provided due to Suzuki and Stille coupling. Polymerization was mostly processed as two steps two-electron oxidation of molecules. In single-electron oxidation, stable radical cation is formed with spin located on main unit of structure. The electrochemical properties of polymer are dependent on film thickness deposited on electrode. Analysis of polymer behaviour and results of spectrochemical measurements of obtained derivatives point on mixed type of electroconductivity of material.

Keywords: Cross-coupling, Heterocycles, Palladium, Stille reaction, Suzuki coupling, Cyclic voltammetry, Electropolymerization, Polymerization, Fluorescence